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(2S,3R,4S,5R,6R)-2-[(Z,2R)-6-hydroperoxy-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-4-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 80bd33c4-a6be-4fc3-a5b9-71b05ac0a266
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S,3R,4S,5R,6R)-2-[(Z,2R)-6-hydroperoxy-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-4-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC1(C(CCC2(C1C(CC3(C2CC(C4C3(CCC4C(C)(CC=CC(C)(C)OO)OC5C(C(C(C(O5)CO)O)O)O)C)O)C)O)C)O)C
SMILES (Isomeric) C[C@]12CC[C@@H](C([C@@H]1[C@H](C[C@@]3([C@@H]2C[C@H]([C@H]4[C@]3(CC[C@@H]4[C@@](C)(C/C=C\C(C)(C)OO)O[C@H]5[C@@H]([C@H]([C@H]([C@H](O5)CO)O)O)O)C)O)C)O)(C)C)O
InChI InChI=1S/C36H62O11/c1-31(2,47-44)12-9-13-36(8,46-30-28(43)27(42)26(41)22(18-37)45-30)19-10-15-34(6)25(19)20(38)16-23-33(5)14-11-24(40)32(3,4)29(33)21(39)17-35(23,34)7/h9,12,19-30,37-44H,10-11,13-18H2,1-8H3/b12-9-/t19-,20+,21-,22+,23+,24-,25-,26-,27-,28+,29-,30-,33+,34+,35+,36+/m0/s1
InChI Key JFTBERIHMIFXML-OMGWINDNSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H62O11
Molecular Weight 670.90 g/mol
Exact Mass 670.42921279 g/mol
Topological Polar Surface Area (TPSA) 190.00 Ų
XlogP 2.70
Atomic LogP (AlogP) 2.76
H-Bond Acceptor 11
H-Bond Donor 8
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4S,5R,6R)-2-[(Z,2R)-6-hydroperoxy-6-methyl-2-[(3S,5R,6S,8R,9R,10R,12R,13R,14R,17S)-3,6,12-trihydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]hept-4-en-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7075 70.75%
Caco-2 - 0.8452 84.52%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6393 63.93%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8237 82.37%
OATP1B3 inhibitior + 0.8990 89.90%
MATE1 inhibitior - 0.9612 96.12%
OCT2 inhibitior - 0.6792 67.92%
BSEP inhibitior - 0.4781 47.81%
P-glycoprotein inhibitior + 0.7377 73.77%
P-glycoprotein substrate - 0.6002 60.02%
CYP3A4 substrate + 0.7210 72.10%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8308 83.08%
CYP3A4 inhibition - 0.8665 86.65%
CYP2C9 inhibition - 0.8344 83.44%
CYP2C19 inhibition - 0.8452 84.52%
CYP2D6 inhibition - 0.9418 94.18%
CYP1A2 inhibition - 0.8133 81.33%
CYP2C8 inhibition + 0.6287 62.87%
CYP inhibitory promiscuity - 0.9191 91.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9500 95.00%
Carcinogenicity (trinary) Non-required 0.6969 69.69%
Eye corrosion - 0.9864 98.64%
Eye irritation - 0.9192 91.92%
Skin irritation - 0.6466 64.66%
Skin corrosion - 0.9249 92.49%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7864 78.64%
Micronuclear - 0.9000 90.00%
Hepatotoxicity + 0.5962 59.62%
skin sensitisation - 0.8844 88.44%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.7171 71.71%
Acute Oral Toxicity (c) III 0.3898 38.98%
Estrogen receptor binding + 0.6496 64.96%
Androgen receptor binding + 0.7302 73.02%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding + 0.6475 64.75%
Aromatase binding + 0.6695 66.95%
PPAR gamma + 0.6716 67.16%
Honey bee toxicity - 0.6109 61.09%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9355 93.55%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.61% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.25% 97.25%
CHEMBL218 P21554 Cannabinoid CB1 receptor 96.99% 96.61%
CHEMBL226 P30542 Adenosine A1 receptor 95.77% 95.93%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.08% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.02% 96.09%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.85% 82.69%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.50% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.00% 94.45%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.61% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.55% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 86.92% 92.94%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.60% 95.50%
CHEMBL259 P32245 Melanocortin receptor 4 84.32% 95.38%
CHEMBL5888 Q99558 Mitogen-activated protein kinase kinase kinase 14 84.12% 100.00%
CHEMBL2781 P19634 Sodium/hydrogen exchanger 1 83.95% 90.24%
CHEMBL4227 P25090 Lipoxin A4 receptor 83.48% 100.00%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.64% 97.36%
CHEMBL1937 Q92769 Histone deacetylase 2 81.54% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.12% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.12% 89.00%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Panax ginseng

Cross-Links

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PubChem 162898583
LOTUS LTS0167221
wikiData Q105126993